
Family-friendly vacation rentals in Old Naples
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Top-rated family-friendly rentals in Old Naples
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Naples Loft-private-18 min to the beach
Beautiful newer construction loft that offers 640 square feet of open floor plan! This unit sits above our two car garage , 130 feet from the main house. Full kitchen, microwave, coffeemaker, toaster, iron, and washer/dryer! Our home sits on 1.14 acres with a circular driveway in a very quiet neighborhood. Enjoy organic farm fresh eggs when the hens are laying. If you have children, your welcome to play in the "island" (our kids play area) with a playhouse and climbing dome. Very relaxing place!

Tropical Garden Studio Cottage (2 miles to beach)
Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

FUN AT THE BEACH
2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier( to be rebuilt)and 3rd Ave Famous Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king mattress and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refridgerator.

Relaxing Naples Home close to beach and downtown.
Enjoy this single level "just renovated" traditional Naples home, just blocks from beautiful beaches, the Naples Zoo, Naples Preserve, the Conservancy of Southwest Florida, the Gordon River Greenway Park, Coastland Mall, and 5th Avenue's abundant restaurants and shopping. Features include 3 bedrooms (including 1 bedroom with bunk beds (double and twin), a 2 car garage, covered lanai and laundry. It is located in the Lake Park neighborhood known for its quiet charm and mature canopy trees.

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

Private Heated Pool | Playset | Near the Beach!
Just minutes from the beach, Flamingo Feliz is a cheerful 3-bedroom getaway with a brand-new pool, cozy tiki lounge, and family-friendly extras. Enjoy smart TVs in every room, a fully stocked kitchen, beach gear, bikes, and plenty of space to relax. The heated pool (heating avail. Oct–May) and outdoor living areas make it perfect for a sunny Florida escape. Located near 5th Ave dining, shops, and Naples' best beaches—everything you need for a laid-back vacation!

Three Palms Oasis - 2 Miles to Beach and 5th Ave
We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the heart of central Naples. Three Palms Oasis is located in a quiet coastal neighborhood under two miles from the best that downtown Naples has to offer including the sugar white sand beaches, Naples Design District, dining and shopping on 5th Ave, Naples Zoo, Olde Naples, and so much more! You won’t find a better value in the prestigious 34102.

Charming cottage bay area
Key west style stilt home Newly remodeled 2018, offering entire first floor bungalow, my place is 2 blocks to 5th Ave district, restaurants and dining, the beach is about 1 mile west, family-friendly activities, nightlife. close in, the location Naples Bay area. tin city -and bay front shops are 4 blocks west . roll away bed available if needed in garage. many beach toys available in garage. coolers beach towels everything you can think of.

Waterfront Sea Cottage
Enjoy Naples in this private waterfront tiny cottage conveniently located on the Gordon River with gulf access near the heart of Downtown 5th Avenue. Our cottage is only 1.5 miles (2.4 km) from the beach and is located within walking distance to parks, shopping, bars, restaurants, and many outdoor activities. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.

Garden House-2 Bedroom/2 Bath-Naples / Park Shore
WHOLE HOUSE RENTAL-Intimate quiet setting just ten minutes (4 miles) from downtown Naples, within easy walking distance of restaurants and bars, and 2 miles from the beach. Outdoor hot tub, fire-pit and lush green gardens for a tranquil stay. There are no hidden cleaning fees on this listing which is a huge plus. There are also no hidden cameras or sensors of any kind at the house—your privacy is respected.

Sunside House, 3/2 Pool Home in Gated Community
Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.
Popular amenities for Old Naples family-friendly rentals
Family-friendly home rentals with a hot tub

2 Mstrs w Kings, Pets, Queen ensuite, hot tub, htd

Brick Enclave with Mini Golf & SPA, 5mins to beach

Lely Greenlinks Golf Resort Luxury Condo

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

Stunning 3 BR Condo with Pool Views near Beach

13 Downtown Near Beach Free Heated Pool and Spa

Venetian Photoshoot - La Dolce Vita

25% OFF · Beach 3mi · 2 Htd Pools · Tennis · Pickle Ball · Bikes
Family- and pet-friendly home rentals

New Home, 6 Beds, Heated POOL / Game Room

Naples Retreat: Heated Pool - Minutes to Beach

Bamboo Oasis B - 5 miles to Beach & Downtown

Tropical Cottage by the Sea- your own private home

The Periwinkle, a heated pool home 10 min to beach

Cozy Cottage Near Vanderbilt Beach

Coastal Getaway *Heated Pool *3 King Rooms

Home Close To Beach & Downtown Naples
Family-friendly home rentals with a pool

Poolside Stay for Every Getaway

Great Condo in East Naples!

LUXE Oasis | HTD Pool• 10 min Beach +5th Ave •Crib

Beach House on pond w/ HEATED pool - sleeps 6

4 Pools, lazy river, walk to 5th ave restaurants!

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

TERRACOTTA|Private Pool Retreat, 10 min Beach/5th

15 Downtown near beach with stunning Pool/Spa
Quick stats about vacation rentals that are family-friendly in Old Naples
Total vacation rentals
Explore 220 vacation rentals in Old Naples
Nightly prices starting at
Old Naples vacation rentals start at R1,218 ZAR per night before taxes and fees
Verified guest reviews
Over 2,760 verified reviews to help you choose
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Vacation rentals with a pool
170 properties feature pools
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Wi-Fi availability
220 of Old Naples vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Naples rentals
4.8 Average rating
Old Naples stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals Naples
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- Family-friendly rentals Florida
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